Encapsulation of Cinnamic Acid by Cucurbit[7]uril for Enhancing Photoisomerization

被引：5

作者：

Saleh, Na'il ^{[1
]}

Bufaroosha, Muna S. ^{[1
]}

Moussa, Ziad ^{[1
]}

Bojesomo, Rukayat ^{[1
]}

Al-Amodi, Hebah ^{[1
]}

Al-Ahdal, Asia ^{[1
]}

机构：

[1] United Arab Emirates Univ, Coll Sci, Dept Chem, POB 15551, Al Ain, U Arab Emirates

来源：

MOLECULES | 2020年 / 25卷 / 16期

关键词：

cis-cinnamic acid; cucurbituril; photoisomerization; responsiveness; light stimuli; BETA-CYCLODEXTRIN; CRYSTAL-STRUCTURE; PHOTODIMERIZATION; CATALYSIS; EMISSION;

D O I：

10.3390/molecules25163702

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Cis- orZ-configuration is required for the plant growth-promoting activity of cinnamic acid (CA), whereas theE-form is inactive. Herein, we describe the encapsulation ofE-CA by cucurbit[7]uril (CB7) and show that photoisomerization reactions can be more efficiently controlled in aqueous solutions by utilizing this supramolecular approach. Measurements of UV-visible absorption and proton NMR spectra at different pH values confirm thatE-CA and its methyl ester, methyl-E-cinnamate (MC), form stronger 1:1 host-guest complexes with CB7 compared to cucurbit[8]uril (CB8) or three cyclodextrins (alpha-, beta-, and gamma-CD). Irradiation of (300 nm) UV light to an aqueous solution of the CB7-boundEisomers inducesEtoZphotoisomerization and the dissociation of the complex. When the same solution is irradiated by (254 nm) UV light,ZtoEconformational changes of the unboundZisomers are observed and are accompanied by restoring the host-guest complex formation.

引用

页数：11

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